Find vacation rentals that suit your style
Our top choices for Bennington cottages
1. Cottage beside a waterfall
Cottage beside a waterfallWilton
9.8 out of 10, Exceptional, (24 reviews)
9.8/10
Exceptional
(24 reviews)
"Welcome letter to cottage is rude! Nice little cottage. That’s about it! No instructions on checkout at all! Location is great! Highly recommend the Taco Time restaurant though in town!"
"Welcome letter to cottage is rude! Nice little cottage. That’s about it! No instructions on checkout at all! Location is great! Highly recommend the Taco Time restaurant though in town!"
Shane
$253 nightly
The price is $275
$275 total
Nov 6 - Nov 7
Total with taxes and fees
2. Cozy Tiny House on Main Street. Fully Renovated.
Cozy Tiny House on Main Street. Fully Renovated.Dublin
10.0 out of 10, Exceptional, (5 reviews)
10/10
Exceptional
(5 reviews)
"This was a perfect place to stay for my solo trip into town for a family wedding. The host was incredibly responsive and friendly and I'd recommend this place to anyone visiting the area!"
"This was a perfect place to stay for my solo trip into town for a family wedding. The host was incredibly responsive and friendly and I'd recommend this place to anyone visiting the area!"David W.
$280 nightly
The price is $300
$300 total
Nov 6 - Nov 7
Total with taxes and fees
3. 2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce
2 Bed 1.5 Bath on Pool Pond Close Franklin PierceRindge
10.0 out of 10, Exceptional, (25 reviews)
10/10
Exceptional
(25 reviews)
"Excellent property, really enjoyed this beautiful home."
"Excellent property, really enjoyed this beautiful home."Susan G.
$345 nightly
The price is $374
$374 total
Nov 8 - Nov 9
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top reviews in Bennington
Colby Hill Inn
Colby Hill InnHenniker
10/10 Excellent
People were amazing
People were amazing
Joseph
The Birchwood Inn
The Birchwood InnTemple
10/10 Excellent
The hosts were amazing, and very accommodating to our schedule needs. The rooms provided the perfect blend of historic atmosphere and modern convenience, and Matthew gave us a real feeling of the history of the place with his vast knowledge of the inn and its famous visitors. A perfect base from which to enjoy the beautiful and historic surrounding area.
The hosts were amazing, and very accommodating to our schedule needs. The rooms provided the perfect blend of historic atmosphere and modern convenience, and Matthew gave us a real feeling of the history of the place with his vast knowledge of the inn and its famous visitors. A perfect base from which to enjoy the beautiful and historic surrounding area.
Anonymous traveler
Henniker Motel
Henniker MotelHenniker
10/10 Excellent
First the staff are so nice and friendly. Very welcoming. Room was comfortable and clean. Shower was amazing with plenty of hot water. Quiet, no road noise or traffic. Beautiful scenery. Will definitely stay there again.
First the staff are so nice and friendly. Very welcoming. Room was comfortable and clean. Shower was amazing with plenty of hot water. Quiet, no road noise or traffic. Beautiful scenery. Will definitely stay there again.
Kelly
Rosewood Country Inn
Rosewood Country InnBradford
10/10 Excellent
Quaint New England inn. Great breakfasts. Close to snow skiing. Very clean rooms. Refrigerator full size, microwave, snacks available in hall. Owners pay great attention to detail.
Quaint New England inn. Great breakfasts. Close to snow skiing. Very clean rooms. Refrigerator full size, microwave, snacks available in hall. Owners pay great attention to detail.
Anonymous traveler
The Carriage Barn Inn
The Carriage Barn InnKeene
10/10 Excellent
Clean,quiet, beautiful inn in the heart of downtown Keene,NH. Joe was friendly and accommodating and a hell of a great guy. A+++++++
Clean,quiet, beautiful inn in the heart of downtown Keene,NH. Joe was friendly and accommodating and a hell of a great guy. A+++++++
Richard
Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection HotelKeene
10/10 Excellent
Friendly staff and clean, spacious room. Breakfast was very good!!
Friendly staff and clean, spacious room. Breakfast was very good!!
Kristine
Hampton Inn & Suites Keene
Hampton Inn & Suites KeeneKeene
10/10 Excellent
The staff are among the kindest people I’ve ever encountered at a hotel. Simply amazing
The staff are among the kindest people I’ve ever encountered at a hotel. Simply amazing
kristin
Best Western Plus Keene Hotel
Best Western Plus Keene HotelKeene
10/10 Excellent
Professional staff. Clean & attractive.
Some quests noisy in halls tho.
Professional staff. Clean & attractive.
Some quests noisy in halls tho.
Susan
Courtyard by Marriott Keene Downtown
Courtyard by Marriott Keene DowntownKeene
10/10 Excellent
Everything about this hotel was good. The staff, the room, and the location were all great.
Everything about this hotel was good. The staff, the room, and the location were all great.
Vic
Monadnock Inn
Monadnock InnJaffrey
10/10 Excellent
On a Foliage tour through New England in October, my wife and I stayed at The Monadnock Inn following a hike of the nearby Mt. Monadnock. Arrival mid-week was simple and the Inn is full of centuries-old charm and comfort. Check-in was very simple and we were handed a key and walked up the stairs to the 3rd Floor Pauline Room. The room was very cozy with an antique soak tub and shower (great after a long hike), beautiful bay windows, steam radiator, comfortable bed, and warmly lit. There was no...
On a Foliage tour through New England in October, my wife and I stayed at The Monadnock Inn following a hike of the nearby Mt. Monadnock. Arrival mid-week was simple and the Inn is full of centuries-old charm and comfort. Check-in was very simple and we were handed a key and walked up the stairs to the 3rd Floor Pauline Room. The room was very cozy with an antique soak tub and shower (great after a long hike), beautiful bay windows, steam radiator, comfortable bed, and warmly lit. There was no...
Todd
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